Browse All Middletown RI 5 Bedroom Properties for Sale

Welcome to 27 Ocean View Drive, Middletown! Nestled on nearly half an acre, this 4-5 bed, 3.5 bath Colonial features over 4,000 sq ft of luxurious, eco-friendly living just minutes from Newport and local beaches. Equipped with fully owned solar panels, enjoy the huge benefit of nominal electric bills! The main level offers flexible living and effortless entertaining: a sunlit eat-in kitchen, formal dining room, living room with gas fireplace, dedicated media room, and a massive great room ideal for a game room, ground-floor bedroom, or guest suite. Upstairs, take in views of First Beach and the Cliff Walk from your spectacular 800+ sq ft primary suite oasis. This private sanctuary includes a three-sided gas fireplace, custom walk-in closet, spa bath with steam shower and soaking tub, and direct access to a private sunset deck. Your outdoor retreat features an expansive deck with a custom stone fireplace, gazebo, outdoor shower, fully fenced yard, and a welcoming front porch. Highlights include a 2-car garage with epoxy floors and workbench, dedicated laundry, and a garden shed. Schedule your private showing today!

27 Ocean View Drive, Middletown

Listing courtesy of Lila Delman Compass. Contact: 401-743-9191

$2,295,000

5 Beds ⋅ 4 Baths

Experience the Newport County lifestyle with more land, privacy, and possibilities. Discover a rare opportunity to own a private one-acre retreat just minutes from Newport and only 2 miles from Second and Third Beaches. This newly constructed modern farmhouse blends timeless New England character with refined finishes, offering privacy and space rarely found this close to the shoreline. Set among historic coastal farmland and framed by over 400 feet of restored stone walls, the property offers a peaceful setting moments from the best of Aquidneck Island. Inside, soaring ceilings, exposed wood beams, two river stone gas fireplaces, and walls of windows create a warm, light-filled interior. The open-concept layout is ideal for everyday living and entertaining. The primary suite features vaulted ceilings, dual walk-in closets, a private fireplace, and spa-inspired bath with soaking tub and rainfall shower. The home also provides space for a future elevator. Outside, nearly an acre offers possibilities for a pool, pool house, outdoor entertaining area, barn, or additional garage. The lower level features finished ceilings and recessed lighting, providing a head start toward 1,000+ additional square feet of living space. A rare coastal offering combining privacy, craftsmanship, flexibility, and Newport County living. Property appraised successfully; prior sales did not proceed due to buyers' home-sale contingencies.

980 Green End Avenue, Middletown

Listing courtesy of Lamacchia Realty, Inc. Contact:

$1,500,000

5 Beds ⋅ 3 Baths

Exceptional opportunity to acquire a fully furnished, turnkey short-term rental with a proven track record of success in the heart of Middletown and a fully transferable short-term rental zoning certificate. Generating approximately $347,000 in annual gross rental income, this property offers investors and second-home buyers a rare combination of strong cash flow and coastal lifestyle. Thoughtfully designed to accommodate large groups, this spacious 5-bedroom, 3-bath home spans three levels of living and entertainment space. The main level features an inviting living room, well-appointed kitchen, primary suite, an additional bedroom, and full bath. Upstairs offers three additional bedrooms, a full bath, and laundry area. The lower level is dedicated to entertainment, featuring a game room complete with pool table, foosball, shuffleboard, arcade games, bar area, and private theater room. Outside, guests enjoy a backyard retreat with a hot tub, fire pit, and outdoor seating areas. Ideally located minutes from Middletown's beaches, downtown Newport, shopping, dining, and area attractions, this highly sought-after vacation rental is being offered fully furnished and ready for its next owner to continue generating income from day one. Whether you're seeking a high-performing investment property, a 1031 exchange opportunity, or a coastal getaway with exceptional earning potential, 20 Samson Lane delivers. Financial information and rental history available upon request.

20 Samson Lane, Middletown

Listing courtesy of eXp Realty. Contact:

$750,000

5 Beds ⋅ 2 Baths

Set on a half-acre lot in the heart of Middletown, 481 Oliphant Lane is a great combination of space, location, and income-producing potential on Aquidneck Island. This 5-bedroom, 2-bath Colonial is minutes from Newport Vineyards, Newport National Golf Club, Wanumetonomy CC, local walking trails, and Middletown's beaches, with downtown Newport approximately 15 minutes away. A Transient Guest license is currently in place, creating an opportunity for legal short-term rental use and added flexibility as a primary residence, second home, or investment property. The first floor offers a spacious kitchen with a brick fireplace, living and dining areas, a full bathroom, and a large bedroom with an adjoining bonus room ideal for a home office, guest space, or additional living area. The second floor includes 4 additional bedrooms, a full bathroom, and original built-ins that add to the home's classic New England character. The property provides a large yard, ample off-street parking, a detached one-car garage, and an additional storage shed, offering plenty of room for year-round or seasonal living. With convenient access to Newport, Portsmouth, the Naval Station Newport, NUWC, beaches, golf courses, vineyards, and the broader Aquidneck Island community, 481 Oliphant Lane is well positioned for buyers seeking a spacious Middletown home with short-term rental potential in a central location.

481 Oliphant Lane, Middletown

Listing courtesy of RE/MAX Results. Contact:

$989,900

5 Beds ⋅ 4 Baths

Welcome to this updated charming Colonial home featuring 5 bedrooms and 3.5 bathrooms, situated on a quiet cul-de-sac in the desirable Windover Farm. The first floor has an updated kitchen which offers oak cabinets, stainless steel appliances, granite countertops, slate tiled floor, and a spacious center island-perfect for everyday living & entertaining. First floor also has a living room & formal dining room w/ hardwood floors, half bath connecting to a laundry room with access to the back deck, and the first of two master suites that has a full bathroom, fireplace, and walk in closet which could be utilized as a guest or in-law space. Second floor has four bedrooms one of which is a master suite w/ a full bathroom & two walk in closets, and an additional full bathroom in the hallway. Additional features include central air, gas heat, whole house generator, 2 car garage, shed, and beautiful mature landscaping. Step outside to your private, fenced in backyard featuring a large deck overlooking the heated saltwater in-ground pool. Whether you're hosting summer gatherings or enjoying a quiet afternoon at home, this outdoor space is designed for relaxation and entertaining. Contingent upon seller finding a suitable rental.

162 Atlantic Drive, Middletown

Listing courtesy of Keller Williams Coastal. Contact:

$535,000

5 Beds ⋅ 2 Baths

Great opportunity for affordable property on Aquidneck Island. Side by Side 2 family. 3 bedroom in Unit B is just about move in ready. Fresh paint, wide pine floors, easy layout with open kitchen and laundry area. Private backyard area with storage shed and deck. Unit A is two bedroom and it is ready for your own ideas on the best way to show its potential. Endless possibilities to open it up to single family living, or live in one side and gain income from the other. Exterior is easy care vinyl siding and the roof is less than 10 years old. Both units have their own front gated yards and private spaces outside. Shared driveway for two cars total, or dedicate the parking to one of the units as street parking is easily accessible.

28 Ludlow Road, Middletown

Listing courtesy of First Resort, LLC. Contact:

$5,100,000

5 Beds ⋅ 6 Baths

Built in 1926 and nestled within a 77 acre estate association, The Stables at Gray Craig" is one of the more peaceful and private residences on Aquidneck Island. Offering 5 bedrooms, 4 full and 2 half baths within more than 10,000ft., the main house and its guest quarters are abundant in period detail and charm. The first level is both elegant and comfortable and is comprised of a spacious great room, an office which leads to a beautiful patio, dining room which is conveniently located next to the expansive kitchen, family room, two bathrooms, and two bedrooms. The second level consists of a large primary suite, a guest bedroom and 2 full baths. The third level is a separate seating area with a private balcony that overlooks spectacular grounds with a wonderful ocean view. The lower level is partially finished w/ a magnificent wine cellar and lounge area, gym and half bath. The original Gray Craig estate was designed by well-known architect Harrie T. Lindeberg and was centered around a chateau-like home which included kennels, greenhouses, a secret garden, tea house, gate house and "The Stables". Currently, the Gray Craig estate is a private association which abuts acres of conservation land and wildlife sanctuaries. Located 2+ miles from Newport and a mile from Sachuest Beach, the location is a perfect retreat for those who desire privacy, but also enjoy having the ocean and all that Newport has to offer within close proximity.

216 Gray Craig Road, Middletown

Listing courtesy of Lila Delman Compass. Contact: 401-743-2744

$1,249,000

5 Beds ⋅ 4 Baths

Rare Multi-Property Investment Opportunity! Exceptional offering of 247 and 249-251 West Main Road featuring two contiguous properties with outstanding income and investment potential in the heart of Middletown. Whether you're looking to expand your investment portfolio, generate rental income, or occupy one residence while leasing the others, this unique property offers exceptional flexibility. Ideal for year-round rentals, furnished seasonal rentals, or short-term vacation rentals where permitted by local regulations. The prime location, just minutes from Newport, area beaches, shopping, restaurants, marinas, and Naval Station Newport, provides strong rental demand throughout the year. The property also presents an excellent opportunity for a primary residence with supplemental income or future redevelopment potential, subject to municipal approvals. Rarely do three adjacent properties become available as a single offering, creating possibilities for investors, developers, and owner-occupants alike. A truly unique opportunity to own a versatile income-producing property on Aquidneck Island with exceptional long-term appreciation potential. This single-family property is set back from road with a delightful private yard and mature shrubbery. The spacious 2 car garage and plenty of parking add exceptional value. House and duplex are also being listed separately, please see MLS #s 1418769 and 1418643.

247 West Main Road 249, Middletown

Listing courtesy of William Raveis Inspire. Contact:

$2,870,000

5 Beds ⋅ 5 Baths

Located in the sought-after Easton's Point neighborhood, this newly constructed residence offers four levels of beautifully designed living just minutes from Newport's beaches, restaurants, shopping, and downtown. With five bedrooms, five baths, and exceptional craftsmanship throughout, the home brings together refined design, comfort, and the relaxed character of coastal living. The main level is anchored by a beautifully appointed chef's kitchen with an oversized island, premium stainless-steel appliances, and wet bar. The open living and dining spaces are centered around a gas fireplace and extend through sliding doors to a private backyard with a patio, seating wall, and mature landscaping.The second floor features three bedrooms, including a spacious primary suite with an en-suite bath and his-and-hers walk-in closets, along with a private office and laundry room. The third level offers two additional bedrooms and a versatile living space with a covered balcony and water views. A finished lower level provides an inviting setting for entertaining, with a generous family room, wet bar, and half bath. Additional amenities include a two-car garage, whole-house generator, and quality finishes and craftsmanship throughout.An exceptional Easton's Point offering, this residence provides the space and amenities for comfortable year-round living while capturing the appeal of a Newport summer retreat. Taxes‌‌‌‌‌‌‌‌‌‌‌‌ TBD.

157 Ellery Avenue, Middletown

Listing courtesy of Hogan Associates Christie's. Contact: 401-556-9563

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5 Bedroom Middletown Real Estate

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